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The phone call you make in the first hour after a deal dies is worth more than the next ten deals in your pipeline. Most originators won’t make it.
Every originator loses deals. Not every originator loses them well. The borrowers who come back are the ones who watched how you behaved when the deal died. That’s the part of the job nobody teaches, and it’s the part that decides who’s still in business in five years.
The Loss Is the Audition
When a deal is moving, the borrower is watching the numbers, the lender, the timeline. They’re not really watching you.
When the deal dies, you’re all they’re watching.
How fast you called. Whether you called at all. Whether you brought a path forward, or just an apology. Whether you were on their side, or only on the deal’s side.
Closed deals build trust slowly. Lost deals build it fast, or destroy it fast, because the borrower is finally seeing how you behave when there’s nothing left in it for you.
Borrowers know losses happen. They’re not judging the outcome. They’re grading the conduct, and that grade is permanent. The next time they have a deal, they will just take it somewhere else, and you will never know why.
The Market Just Made This Harder, Not Easier
Commercial and multifamily originations rose for five straight quarters through the end of 2025. The April 2026 SLOOS showed CRE lending standards basically unchanged for the first time in years, with large banks easing on construction and multifamily. Capital is flowing again.
That sounds like good news, and for the deals that close, it is. But when capital comes back, borrowers get options. The ones you handled badly in 2023 and 2024 are taking those options to someone else right now.
A recovering market doesn’t reward the originators who closed the most deals in the downturn. It rewards the ones who held the most relationships through the deals that died.
Four Tips for Losing Well
Losing well is a discipline. Most of it comes down to refusing to disappear.
- Call them first. Before anyone else, and before they have to ask. Silence forces the borrower to assume the worst, and the worst is almost always uglier than the truth. The originator who picks up the phone first keeps almost all the trust the loss would otherwise cost.
- Name the conversation you’re actually having. A repriced deal, a delayed deal, and a dead deal are three different things. Lumping them together is how borrowers panic. Tell them which one this is in the first thirty seconds. “This isn’t dead, it’s repriced, here’s the new rate and here’s why” lands completely different than “we’re running into some issues.”
- Explain it in three sentences. Cause, timeline, what it means for them, in language they can repeat to their partner ten minutes later. If you can’t say it in three sentences, you don’t understand it yet, and they’ll know.
- Bring a path, not an apology. A revised structure. A different lender. A six-month wait for the right window. It just has to be real.
Build a Second-Chance Pipeline
Most originators handle the loss well in the moment, then make the real mistake the next morning. The deal goes into a closed-lost folder, and the borrower goes into the part of memory reserved for relationships you used to have.
A closed-lost folder is a graveyard. What this market actually rewards is a second-chance pipeline.
Most originators won’t build one because they’re heads-down on live deals and dead deals feel like sunk cost. That’s the mistake. The originator with ten live deals and no second-chance pipeline has ten shots at revenue this quarter. The originator with ten live deals and fifty tracked dead ones has ten shots this quarter and fifty more over the next three years. The originators who figure this out early are the ones with full pipelines while everyone else is cold-calling.
Every dead deal gets three things written down: why it died, what would bring it back, and when that’s likely to happen. Rates dropping fifty basis points. A specific lender returning to a sector. A maturity coming up in eleven months. Real triggers, not “check in around Q3.”
When the trigger hits, you call. Not to check in. To say something specific the borrower didn’t know yet, on a day they weren’t expecting to hear from you. That’s what a real relationship sounds like.
If you’re carrying a real book, this takes thirty minutes a week. Three fields per dead deal, a calendar reminder, and the discipline to actually make the call when it fires.
The Real Scoreboard
The industry grades originators on what closes. That’s the wrong scoreboard.
What actually predicts the next ten years of a career is how an originator behaves around the deals that don’t close. The borrowers you handled well come back. The ones who got silence belong to someone else now.
A deal is one transaction. A relationship is a decade.
Lost deals are not lost clients. The originators still in this business in 2030 will be the ones who figured that out before everyone else did.

Shaun Ashkenazy
Founder & CEO of Lendyx
Shaun Ashkenazy is the Founder and CEO of Lendyx, a direct private lender financing construction, fix and flip, bridge, and DSCR loans for investors and developers nationwide. Lendyx works on complex transactions and luxury residential developments where speed and certainty decide the outcome. Shaun also leads Onyx Funding and Novyx Capital.


